2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

Base Information

Chemical Name:2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate
CAS No.:159495-27-9
Molecular Formula:C₂₄H₂₆Cl₃NO₆
Molecular Weight:530.833
Hs Code.:

Synonyms:2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

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Chemical Property of 2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

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Technology Process of 2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

There total 9 articles about 2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 100639-25-6,71695-57-3
allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 159495-27-9
2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 20 °C

2.1: 100 percent / TFA / methanol / 0.5 h

3.1: Bu₂SnO / toluene / 2 h / Heating

3.2: 85 percent / n-Bu₄NF / toluene / 12 h / 20 °C

4.1: 80 percent / NaH / dimethylformamide / 1.25 h

5.1: 99 percent / (Ph₃P)3RhCl; DABCO; Ph₃P / benzene; ethanol; H₂O / 1 h / Heating

6.1: 100 percent / aq. H₂O₂; SeO₂; aq. phosphate buffer / acetonitrile / 3 h / 20 °C / pH 7

7.1: DBU / CH₂Cl₂

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; selenium(IV) oxide; phosphate buffer; dihydrogen peroxide; sodium hydride; di(n-butyl)tin oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

Reference yield:

: 73-34-7
L-rhamnose

: 159495-27-9
2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

Guidance literature:: Multi-step reaction with 9 steps

1.1: CSA / 9 h / Heating

2.1: TsOH / dimethylformamide; acetone / 4 h / 20 °C

3.1: pyridine / 20 °C

4.1: 100 percent / TFA / methanol / 0.5 h

5.1: Bu₂SnO / toluene / 2 h / Heating

5.2: 85 percent / n-Bu₄NF / toluene / 12 h / 20 °C

6.1: 80 percent / NaH / dimethylformamide / 1.25 h

7.1: 99 percent / (Ph₃P)3RhCl; DABCO; Ph₃P / benzene; ethanol; H₂O / 1 h / Heating

8.1: 100 percent / aq. H₂O₂; SeO₂; aq. phosphate buffer / acetonitrile / 3 h / 20 °C / pH 7

9.1: DBU / CH₂Cl₂

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; selenium(IV) oxide; phosphate buffer; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;

Reference yield:

: 64650-81-3
allyl α-L-rhamnopyranoside

: 159495-27-9
2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

Guidance literature:: Multi-step reaction with 8 steps

1.1: TsOH / dimethylformamide; acetone / 4 h / 20 °C

2.1: pyridine / 20 °C

3.1: 100 percent / TFA / methanol / 0.5 h

4.1: Bu₂SnO / toluene / 2 h / Heating

4.2: 85 percent / n-Bu₄NF / toluene / 12 h / 20 °C

5.1: 80 percent / NaH / dimethylformamide / 1.25 h

6.1: 99 percent / (Ph₃P)3RhCl; DABCO; Ph₃P / benzene; ethanol; H₂O / 1 h / Heating

7.1: 100 percent / aq. H₂O₂; SeO₂; aq. phosphate buffer / acetonitrile / 3 h / 20 °C / pH 7

8.1: DBU / CH₂Cl₂

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; selenium(IV) oxide; phosphate buffer; dihydrogen peroxide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;